CN104884557A - Adhesive composition - Google Patents
Adhesive composition Download PDFInfo
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- CN104884557A CN104884557A CN201480003614.3A CN201480003614A CN104884557A CN 104884557 A CN104884557 A CN 104884557A CN 201480003614 A CN201480003614 A CN 201480003614A CN 104884557 A CN104884557 A CN 104884557A
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- Prior art keywords
- sensitive adhesive
- adhesive composition
- contact adhesive
- monomer
- pressure
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133528—Polarisers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C08G2170/40—Compositions for pressure-sensitive adhesives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F2202/00—Materials and properties
- G02F2202/28—Adhesive materials or arrangements
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Nonlinear Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polarising Elements (AREA)
Abstract
The present application relates to an adhesive composition, an adhesive optical laminate, an adhesive polarizing plate, and a display device. The adhesive composition according to the present application has excellent endurance reliability compared to conventional adhesive compositions even when an adhesive layer is formed in a thin-film form, and is capable of improving processability resulting from an increase in hardness, and thus preventing impression and adhesive omission. Furthermore, the adhesive composition can be applied to an optical member, such as a polarizing plate, and provide an adhesive capable of preventing warping.
Description
Technical field
The present invention relates to a kind of contact adhesive composition, a kind of pressure sensitive adhesive optical laminate, a kind of pressure sensitive adhesive Polarizer and a kind of display unit.
Background technology
Liquid crystal indicator (being called hereinafter " LCD device ") is usually included in the liquid crystal board of injection liquid crystal composite between two-layer transparency carrier, and blooming.As blooming, use polarizing coating, phase retardation film or brightness enhancement film etc.
In order to stacked optical films or adhered to by blooming on adherend (as liquid crystal board), often use the pressure sensitive adhesive being used for blooming.As pressure sensitive adhesive, the material comprising acrylate copolymer, rubber, urethane resin, silicone resin, ethylene vinyl acetate (EVA) resin etc. can be used.
For in the pressure sensitive adhesive of blooming, to physical property, as transparency, weather resistance, there is requirement to the adhesion strength etc. at Polarizer interface.
The contact adhesive composition used in blooming is proposed in patent documentation 1-3.
[at first technical publications]
Patent document
Patent document 1: Korean granted special permission numbers 1023839
Patent document 2: Korean granted special permission numbers 1171976
Patent document 3: Korean granted special permission numbers 1171977
Summary of the invention
Technical problem
The present invention aims to provide a kind of contact adhesive composition, a kind of pressure sensitive adhesive optical laminate, a kind of pressure sensitive adhesive Polarizer and a kind of display unit.
Technical scheme
According to an exemplary of the present invention, contact adhesive composition can comprise pressure-sensitive adhesive polymers.
In an exemplary of the present invention, term " pressure-sensitive adhesive polymers " can refer to by one or more dissimilar monomers are carried out mixing and being polymerized and preparing and there is the polymkeric substance of pressure sensitive adhesive characteristics.
In an exemplary of the present invention, described pressure-sensitive adhesive polymers can comprise the polymerized unit of the first monomer forming the homopolymer had lower than the second-order transition temperature of 0 DEG C, and forms the polymerized unit with the second comonomer of the homopolymer of the second-order transition temperature of more than 0 DEG C.
Term used herein " formation has the monomer of the homopolymer lower than the second-order transition temperature of more than 0 DEG C or 0 DEG C ", can refer to that second-order transition temperature that is that record from the homopolymer be only made up of same monomer or that calculate is lower than 0 DEG C or be more than 0 DEG C.Further, in this manual, polymkeric substance comprises monomer and also can refer to that monomer passes through polymerization and forms polymer backbone, as main chain or side chain as copolymerization units.
Such as, the second-order transition temperature of described first monomer can lower than 0 DEG C, lower than-5 DEG C, lower than-10 DEG C, lower than-15 DEG C, or lower than-20 DEG C.The lower limit of the second-order transition temperature of described first monomer is not particularly limited, and, such as, can be-150 DEG C ,-125 DEG C or-100 DEG C.The second-order transition temperature of described first monomer can suitably changing from-100 DEG C to-20 DEG C, from-80 DEG C to-25 DEG C or in the scope of-60 DEG C to-30 DEG C.
As the first monomer, consider control second-order transition temperature, (methyl) alkyl acrylate of alkyl comprising and there is 1 to 20 carbon atom, 1 to 16 carbon atom, 1 to 12 carbon atom, 1 to 8 carbon atom or 1 to 4 carbon atom can be used.Hereinbefore, alkyl can be branched-chain or straight-chain alkyl.Described first monomer can comprise the just own ester of n-butyl acrylate, isobutyl acrylate, n-propyl, amyl acrylate, vinylformic acid, the positive heptyl ester of vinylformic acid, n-octyl or vinylformic acid ester in the positive ninth of the ten Heavenly Stems etc., and can select from above-mentioned substance and use one or more types to guarantee above-mentioned second-order transition temperature.
Such as, the second-order transition temperature of described second comonomer can be more than 0 DEG C or more than 5 DEG C.The upper limit of the second-order transition temperature of described second comonomer does not have particular restriction, and, such as, can be 300 DEG C, 250 DEG C or 200 DEG C.The second-order transition temperature of described second comonomer can suitably changing from 5 DEG C to 200 DEG C, from 5 DEG C to 160 DEG C or in the scope of 5 DEG C to 120 DEG C.
Consider the scope of second-order transition temperature, described second comonomer can include but not limited to Acrylic Acid Monomer.
Term used herein " Acrylic Acid Monomer " can refer to the monomer not comprising alicyclic compound or the compound containing phenyl ring in molecule.
Such as, as Acrylic Acid Monomer, the alkyl acrylate or vinyl acetate that comprise the straight or branched alkyl with 1 to 6 carbon atom can be used.
Such as, as the alkyl acrylate of described second comonomer, tert-butyl acrylate, isobutyl acrylate, sec-butyl acrylate, vinylformic acid-2-methoxy acrylate, methyl acrylate, n-propyl etc. can be used, preferably, tert-butyl acrylate or methyl acrylate can be used, but be not limited to these.
Such as, as vinyl acetate, acrylamide, N,N-DMAA, N,N-DMAA or N-(dodecyl) acrylamide etc. can be used, but be not limited to these.
Even if when described pressure sensitive adhesive is prepared as thin layer, comprise be made up of second comonomer and the first monomer, have and can present excellent weather resistance and the hardness of raising by the contact adhesive composition of the pressure-sensitive adhesive polymers of the second-order transition temperature in the scope of above-mentioned expression, thus by solving such as depression, hole bend, and the problem of the stripping of pressure sensitive adhesive improves the workability in preparation process.
Described pressure-sensitive adhesive polymers can comprise the polymerized unit of cross-linking monomer.Term used herein " cross-linking monomer " can refer to the polymerisable monomer comprising crosslinking functionality.
Such as, as cross-linking monomer, following monomer can be used: the monomer be polymerized can be carried out with the monomer be included in described pressure-sensitive adhesive polymers (as mentioned above (methyl) alkyl acrylate), and comprise crosslinking functionality.Known have the various monomer comprising crosslinking functionality in the manufacture field of pressure sensitive adhesive, and these monomers any may be used for pressure-sensitive adhesive polymers.
According to embodiment of the present invention, described linker functional group can be hydroxyl or carboxyl, and preferred hydroxyl.
The copolymerisable monomer with hydroxyl can comprise, but be not limited to, (methyl) hydroxyalkyl acrylate, as (methyl) vinylformic acid-2-hydroxyl ethyl ester, (methyl) 2-hydroxypropyl acrylate, (methyl) vinylformic acid-4-hydroxy butyl ester, the own ester of (methyl) vinylformic acid-6-hydroxyl and (methyl) vinylformic acid-8-hydroxyl monooctyl ester etc.; Or (methyl) dihydroxypropyl alkylidene diol ester, as (methyl) vinylformic acid-2-hydroxyl glycol ester, (methyl) vinylformic acid-2-hydroxyl propylene glycol ester etc.The copolymerisable monomer with carboxyl can comprise, but be not limited to, (methyl) vinylformic acid, 2-(methyl) acryloxyacetic acid, 3-(methyl) acryloxy propionic ester, 4-(methyl) acryloxy butyric ester, acrylic acid dimer, methylene-succinic acid, toxilic acid, maleic anhydride etc.Wherein, preferably use (methyl) vinylformic acid-2-hydroxyl ethyl ester or (methyl) 2-hydroxypropyl acrylate as copolymerisable monomer, but be not limited thereto.
According to embodiment of the present invention, described pressure-sensitive adhesive polymers can comprise the polymerized unit of described first monomer of 60 to 95 weight parts, the polymerized unit of the described second comonomer of 1 to 40 weight part, and the polymerized unit of the described cross-linking monomer of 0.1 to 10 weight part.Unit used herein " weight part " can refer to the weight ratio between component.According to another embodiment of the present invention, described pressure-sensitive adhesive polymers can comprise the polymerized unit of described first monomer of 70 to 90 weight parts, the polymerized unit of the described second comonomer of 10 to 30 weight parts, and the polymerized unit of the described cross-linking monomer of 0.5 to 5 weight part.When controlling described pressure-sensitive adhesive polymers and comprising the first monomer, second comonomer and cross-linking monomer with aforesaid weight ratio, even if when described pressure sensitive adhesive is prepared as thin layer, described contact adhesive composition can present excellent weather resistance and by preventing depression, hole bends and the stripping of pressure sensitive adhesive improves the workability in preparation process.
If desired, such as, in order to control second-order transition temperature, the acceptable monomer of any other copolymerization can be added in pressure-sensitive adhesive polymers extraly, and aforementioned monomer also can be included in described pressure-sensitive adhesive polymers as polymerized unit.As comonomer, can styrene monomer be used, such as vinyl toluene, or comprise the monomer of glycidyl, such as glycidyl methacrylate etc., but be not limited thereto.As required, can from these comonomers, select one or more types rightly and be included in described pressure-sensitive adhesive polymers.Such as, in described pressure-sensitive adhesive polymers, relative to the weight of other monomers, this type of comonomer of the ratio of below 20 weight parts or 0.1 to 15 weight part can be comprised.
According to embodiment of the present invention, described pressure-sensitive adhesive polymers can have 100,000 to 3, and 000,000, from 500,000 to 2,500,000, or from 1,000,000 to 2, the weight-average molecular weight of 000,000.Can improve the cumulative effects (additive effect) of the pressure-sensitive adhesive polymers of the weight-average molecular weight had in above-mentioned scope, thus formation have excellent pressure sensitive adhesive characteristics and the contact adhesive composition of weather resistance.
Such as, described pressure-sensitive adhesive polymers can have-50 DEG C to 50 DEG C ,-50 DEG C to 30 DEG C under the state forming crosslinking structure, or the second-order transition temperature of-50 DEG C to 10 DEG C.The cumulative effects of the pressure-sensitive adhesive polymers of the second-order transition temperature had in above-mentioned scope can be improved and described contact adhesive composition can have sensitive adhesive properties and the weather resistance of raising.
The acid number of described pressure sensitive adhesion polymkeric substance can be less than 1.0.The milligram number of the potassium hydroxide (KOH) required for acid constituents (as free fatty acids or resinous acid) during term used herein " acid number " can refer to and in 1g sample, represents with mgKOH/g unit.When the acid number of described pressure-sensitive adhesive polymers is less than 1.0, although the lower limit of described acid number is not particularly limited, such as, it can drop in the scope of 0.01 to 0.5.In this manual, when the contact adhesive composition comprising the pressure-sensitive adhesive polymers of acid number in above-mentioned scope is used for the optical element be coated with tin indium oxide (ITO), the reduction of the product life that degraded and corrosion due to ITO can be avoided to cause and the variation of touch performance.
The polymerization process of pressure-sensitive adhesive polymers is not particularly limited, and such as, can pass through typical polymerization methods, as solution polymerization, photopolymerization, mass polymerization, suspension polymerization or emulsion polymerization prepare as described in pressure-sensitive adhesive polymers.
According to an exemplary of the present invention, described contact adhesive composition can also comprise catalyzer together with described pressure-sensitive adhesive polymers.This catalyzer plays the effect of the crosslinking reaction speed improved between linking agent and the monomer comprising functional group.Such as, as catalyzer, aminated compounds, organometallic compound, tin compound or their combination can be used.
Described aminated compounds can be, but be not limited to, and is selected from trialkylamino alkyl ethanol amine, N, N, at least one in N', N'-tetraalkyl hexanediamine, trialkylamine and imidazoles, and can be the organometallic compound comprising cobalt naphthenate or tin compound.Described tin compound can be, but be not limited to, and is selected from oxalic acid dialkyl tin, diacetylacetonate dialkyl tin, four-just dialkyl tin, trialkyltin hydroxide and tin dilaurate dialkyl tin.Preferably, tin compound can be used as catalyzer, and in this case, the yellow of described contact adhesive composition can be made to be minimized." alkyl " can comprise the alkyl with 1 to 20 carbon atom, 1 to 16 carbon atom or 1 to 12 carbon atom, but is not particularly limited in this.
According to an exemplary of the present invention, in described contact adhesive composition, the content of catalyzer can be 1 to 40ppm, 1 to 30ppm or 1 to 20ppm relative to pressure-sensitive adhesive polymers.By adjusting the content of catalyzer, can prevent due to solidification rate reduce cause the bubble formed on pressure sensitive adhesive, physical hazard or time loss, and can to overcome because solidification rate improves the problem that bonding strength that is that cause and surface is not enough and the stripping of such as pressure sensitive adhesive that causes and weather resistance reduce.
Described contact adhesive composition can also comprise the linking agent that pressure-sensitive adhesive polymers can be made to form crosslinking structure.As linking agent, can use and comprise more than at least 1,1 to 10,1 to 8,1 to 6 or the linking agent of 1 to 4 functional group can reacted with the crosslinking functionality in pressure-sensitive adhesive polymers.As such linking agent, consider the type of the crosslinking functionality in described pressure-sensitive adhesive polymers, can from typical linking agent, the linking agent selecting suitable type as isocyanate crosslinking, epoxy crosslinking agent, aziridine crosslinker or metal chelate crosslinMng agent etc. are middle.
Described isocyanate crosslinking can comprise diisocyanate cpd, as the reactant of tolylene diisocyanate, Xylene Diisocyanate, '-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, tetramethylxylene diisocyanate, naphthalene diisocyanate or they and polyvalent alcohol (as TriMethylolPropane(TMP)), their isocyanurate adduct etc., more preferably, Xylene Diisocyanate or hexamethylene diisocyanate can be used as isocyanic acid linking agent.Epoxy crosslinking agent can comprise be selected from ethylene glycol diglycidylether, triglycidyl ether, trihydroxymethylpropanyltri diglycidyl ether, N, N, N ', at least one in N '-four glycidyl group quadrol base and glycerin diglycidyl ether.
In addition, described aziridine crosslinker can comprise, but be not limited to, N, N '-Toluene-2,4-diisocyanate, 4-two (1-aziridine methane amide), N, N '-ditane-4,4 '-bis-(1-aziridine methane amide), triethylenemelanin, two isophthaloyl-1-(2-methylaziridine) or three (1-'-aziridino) phosphorus oxide (tri-1-aziridinylphosphineoxide) etc.Metal chelate crosslinMng agent can be selected from the compound that coordination on methyl ethyl diketone or methyl aceto acetate has polyvalent metal such as aluminium, iron, zinc, tin, titanium, antimony, magnesium and/or vanadium, but metal chelate crosslinMng agent is not limited thereto.
Such as, the pressure-sensitive adhesive polymers of 100 weight parts can comprise the linking agent of 0.01 to 10 weight part, 0.02 to 5 weight part, 0.03 to 3 weight part or 0.05 to 1 weight part.Using it for pressure-sensitive adhesive polymers by controlling the content of linking agent in above-mentioned scope, such as to cave in by solving, the problem such as hole bends, the stripping of pressure sensitive adhesive, contact adhesive composition can have superior weather resistance and workability.
Described contact adhesive composition can also comprise silane coupling agent.Such as, as this type of silane coupling agent, the silane coupling agent comprising beta-cyano or acetoacetyl (acetoacetyl) can be used.Such as, even if when pressure sensitive adhesive is by when having low-molecular-weight polymer formation, such silane coupling agent makes pressure sensitive adhesive have superior binding characteristic and adhesion stability
The silane coupling agent comprising beta-cyano or acetoacetyl can comprise, the compound that such as, formula 1 below or formula 2 represent.
[formula 1]
(R
1)
nSi(R
2)
(4-n)
[formula 2]
(R
3)
nSi(R
2)
(4-n)
In formula 1 or formula 2, R
1for beta-cyano ethanoyl or beta-cyano acetyl alkyl, R
3for acetoacetyl or acetoacetyl alkyl, R
2for alkoxyl group and n is the integer of 1 to 3.
In formula 1 or formula 2, described alkyl can for having the alkyl of 1 to 20 carbon atom, 1 to 16 carbon atom, 1 to 12 carbon atom, 1 to 8 carbon atom or 1 to 4 carbon atom, and alkyl can be straight chain, straight chain or cyclic type.
In formula 1 or formula 2, described alkoxyl group can for having the alkoxyl group of 1 to 20 carbon atom, 1 to 16 carbon atom, 1 to 12 carbon atom, 1 to 8 carbon atom or 1 to 4 carbon atom, and alkoxyl group can be straight chain, straight chain or cyclic type.
Such as, in formula 1 or formula 2, n can be 1 to 3,1 to 2 or 1.
Such as; as the compound that formula 1 or formula 2 represent; can use acetoacetyl propyl trimethoxy silicane, acetoacetyl propyl-triethoxysilicane, beta-cyano acetyl propyl trimethoxy silicane or beta-cyano acetyl propyl-triethoxysilicane etc., but compound is not limited thereto.
Based on the pressure-sensitive adhesive polymers of 100 weight parts, described contact adhesive composition can comprise the silane coupling agent of 0.01 to 5 weight part or 0.01 to 1 weight part.The storage modulus that the contact adhesive composition prepared according to aforementioned proportion will describe below can allowing and/or viscosity effectively realize in required scope.
When needing, described contact adhesive composition can also comprise tackifier.Such as, described tackifier can be, but be not limited to, be selected from following in one or more mixture: hydrocarbon resin or hydrogenated hydrocarbon resins, Gum Rosin or hydrogenated rosin resin, rosin ester resin or hydrogenated rosin ester resin, terpine resin or hydrogenated terpene resin, terpene phenol resin or hydrogenated terpene phenol resin, polymeric rosin resin or polymeric rosin ester resin etc.Based on the pressure-sensitive adhesive polymers of 100 weight parts, described contact adhesive composition can comprise the tackifier of below 100 weight parts.
When needing, described contact adhesive composition can also comprise one or more additives be selected from solidifying agent, UV photostabilizer, antioxidant, staining agent, booster stage, filler, defoamer, tensio-active agent and fluidizer.
Described contact adhesive composition can have the gel fraction of below 80wt% after forming crosslinking structure.Gel fraction can use formula 1 below to calculate.
[formula 1]
Gel fraction (%)=B/A × 100
In equation 1, A is the quality of the contact adhesive composition forming crosslinking structure, B is the dry mass of insoluble part, described insoluble part obtains in the following way: be the contact adhesive composition of A by quality, be placed in the state of the net of 200 object sizes with this contact adhesive composition, at room temperature in ethyl acetate, precipitate 24 hours.
The pressure sensitive adhesive maintaining below 80wt% gel fraction can provide workability and the recycling property of improvement, and effectively realizes suitable storage modulus and/or viscosity (will be described later) in required scope or higher.Minimum gel fraction can be 0wt%, but is not limited thereto.But the gel fraction of 0wt% does not refer to and do not form crosslinking structure in contact adhesive composition.Such as, the contact adhesive composition with the gel fraction of 0wt% can comprise the contact adhesive composition be wherein cross-linked, or considerably less crosslinked contact adhesive composition wherein occurs, to such an extent as to gel is revealed from the net of 200 order sizes in the process of acid number measuring this contact adhesive composition.
Gel fraction can be formed in the scope of 70 to 80wt%, but be not limited thereto, therefore can prevent the stripping that causes due to the reduction of the object bounding force in the pressure sensitive adhesive of gel fraction with above-mentioned scope and weather resistance from reducing, and also can suppress the reduction of bounding force and the weather resistance caused due to over-curing.
According to an exemplary of the present invention, the storage modulus recorded under 30 DEG C and 1rad/sec after described contact adhesive composition solidification can be 0.01 to 0.5MPa, 0.02 to 0.25MPa or 0.03 to 0.1MPa.Term used herein " storage modulus " refers to the storage modulus recorded under the state of contact adhesive composition solidification (namely, producing pressure sensitive adhesive).In this manual, the method measuring storage modulus is not particularly limited, such as, the method represented in the following embodiments can be adopted.
By controlling the storage modulus (measuring after hardening) of described contact adhesive composition, pressure sensitive adhesive can present excellent physical property, as weather resistance and can separability be repeated, even and if also uniform transmittance can be provided when being used for large-area displays device.
The present invention also aims to provide a kind of pressure sensitive adhesive optical laminate.According to embodiment of the present invention, the pressure sensitive adhesive layer that described pressure sensitive adhesive optical laminate can comprise blooming and be formed on any one face of described blooming or two faces.Described pressure sensitive adhesive layer can play and blooming is pasted the liquid crystal board of LCD device or the effect of another blooming.In addition, described pressure sensitive adhesive layer can comprise the aforementioned contact adhesive composition according to exemplary of the present invention.Described contact adhesive composition can form crosslinking structure, is comprised in pressure sensitive adhesive layer.Described blooming can comprise polarizing coating, phase shift films, brightness enhancement film or by two or more layered products formed in above-mentioned film.
The present invention also aims to provide a kind of pressure sensitive adhesive Polarizer.Such as, described Polarizer can have following structure: such as, and polarizing coating is used as the blooming in pressure sensitive adhesive optical laminate.
The type of the polarizing coating used in Polarizer is not particularly limited, and can use polarizing coating well known in the art, such as polyvinyl alcohol polarizing coating.
Polarizing coating is the functional optical film that only can extract the light propagated along a direction from the incident light vibrated along all directions.Such as, such polarizing coating can for absorbing and the form of the polyvinyl alcohol resin film of directed dichroic dye.The polyvinyl alcohol resin forming described polarizing coating can be obtained by the gelation of polyvinyl acetate resin.In this case, the polyvinyl acetate resin be suitable for also can comprise the homopolymer be made up of vinyl acetate, or the multipolymer be made up of other monomers that can carry out copolymerization with vinyl acetate and the homopolymer be made up of vinyl acetate.The monomer that can carry out copolymerization with vinyl acetate can comprise the one or more of mixture be selected from unsaturated carboxylic acid, alkene, Vinyl Ether, unsaturated sulfonic acid, the acrylamide with ammonium etc., but is not limited to these.The degree of gelation of described polyvinyl acetate resin usually can in the scope of 85mol% to 100mol%, preferred more than 98mol%.Described polyvinyl alcohol resin can modification extraly, such as, also can use the polyvinyl formal being modified as aldehydes type or polyvinyl acetal.In addition, the polymerization degree of polyvinyl alcohol resin is generally 1,000 to 10, and 000 or 1,500 to 5,000.
Polarizing coating can be prepared in the following way: stretch (as, two-way stretch) polyvinyl alcohol resin film, with dichroic dye, this dichroic dye is absorbed, with the polyvinyl alcohol resin film absorbing dichroic dye described in boric acid solution process, then cleaned film thereon to the dyeing of described polyvinyl alcohol resin film.As dichroic dye, iodine or dichroic organic dye etc. can be used.
Polarizer can also comprise be adhered to described polarizing coating any one face or two faces on protective membrane, in this case, described pressure sensitive adhesive layer can be formed on of a described protective membrane face.The type of protective membrane is not particularly limited, and can use the film prepared by the following film of laminating layer or more layer: as the cellulose family film of triacetyl cellulose (TAC); Polycarbonate membrane or the polyester film as polyethylene terephthalate (PET); Polyether sulfone film; Use polyethylene film, polypropylene screen, the resin with annular or bornylene structure or ethylene propylene copolymer and the polyolefins film etc. prepared.
Described Polarizer also comprises the one or more of functional layers be selected from protective layer, reflecting layer, anti-dazzle photosphere, retardation layer, wide viewing angle compensate film and brightness enhancement film extraly.
In this manual, the method forming pressure sensitive adhesive layer on polarizing coating or on blooming is not particularly limited.Such as, described contact adhesive composition directly can be coated on Polarizer or on blooming and also solidify to form crosslinking structure.In addition, the surface that described contact adhesive composition can also be crossed in the lift-off processing of stripping film is carried out coating and drying, produce crosslinking structure, then the pressure sensitive adhesive layer prepared on stripping film can be transferred on Polarizer or on blooming.
The method of coating contact adhesive composition is not particularly limited, and such as, can be coated with contact adhesive composition by conventional method (as used bar coater) on Polarizer or on blooming.
In order to obtain uniform coating, a polyfunctional crosslinking agent preferably controlled in contact adhesive composition does not produce crosslinking reaction in coating process.In drying after coating and weathering process, described linking agent can produce crosslinking structure to improve the cohesive force of pressure sensitive adhesive, sensitive adhesive properties and can cutting.
In coating process, the volatile constituent also in preferred elimination contact adhesive composition and reaction residue be not to produce foam.Therefore, the lower crosslink density or the molecular weight that avoid the pressure sensitive adhesive causing low elastic modulus reduce, and can prevent the foam produced between glass substrate and binder layer from high temperature growing and form scattering in pressure sensitive adhesive layer inside.
After coating, be also not particularly limited by the method for cured pressure-sensitive adhesive agent composition generation crosslinking structure.Such as, coating can maintain optimum temps to cause the crosslinking reaction of segmented copolymer and a polyfunctional crosslinking agent in coating.
The present invention also aims to provide a kind of display unit, as LCD device.According to an exemplary of the present invention, display unit can comprise liquid crystal panel, Polarizer or paste the optical laminate on any one face of liquid crystal panel or two faces.Polarizer or optical laminate can use aforementioned pressure sensitive adhesive to paste on liquid crystal panel.
As the liquid crystal panel in said apparatus, any panel known in the art, such as passive matrix panel, if twisted-nematic (TN) type, supertwist are to row (STN) type, ferroelectric (F) type, or polymer dispersed (PD) type; Active array type panel, as double ended type or three terminal type; Face internal conversion (IPS) plate or vertical orientation (VA) plate etc. can be applicable to liquid crystal panel.
In addition, the miscellaneous part of LCD device, as color filter substrate or the array substrate of top or bottom, does not have particular restriction to type and can use parts known in the art by without stint.
Beneficial effect
Following pressure sensitive adhesive is provided: even if when the layer that pressure sensitive adhesive layer is formed than common contact adhesive composition is thinner according to the contact adhesive composition of the application, by improving hardness, this pressure sensitive adhesive has the workability in the weather resistance of raising and preparation process, and the buckling problem that this pressure sensitive adhesive can prevent the impression of pressure sensitive adhesive and stripping and produce when being used for optical element (as Polarizer etc.).
Accompanying drawing explanation
Fig. 1 is schematic diagram, shows the bending evaluation method of the Polarizer applying the pressure sensitive adhesive prepared according to embodiments of the invention and comparative example; And
Fig. 2 is picture, shows the stripping according to the pressure sensitive adhesive on the Polarizer of embodiments of the invention 1, comparative example 1 and comparative example 4 preparation.
Embodiment
The exemplary of contact adhesive composition of the present invention is described in detail below with reference to the following example and comparative example.But, it will be apparent to one skilled in the art that the scope of contact adhesive composition is not subject to the restriction of the following examples and comparative example.
1, the evaluation of pressure sensitive adhesive stripping
By the Polarizer prepared in embodiment or comparative example aging three days after manufacture, and remove the stripping film on it, thus expose pressure sensitive adhesive layer.Be that the strong adhesive tape (expendable tackiness agent masking tape, is produced by TAPEX) of 50mm to adhere on pressure sensitive adhesive layer and to peel off from it by thickness, then observe the residue of pressure sensitive adhesive on adhesive tape.Based on the degree that following standard evaluation pressure sensitive adhesive is peeled off.
< judgement criteria >
A: do not observe the residue that diameter is more than 1mm
B: have 5 to sentence residue that lower diameter is more than 2mm
C: have the 6 above diameters in place to be the residue of more than 2mm
2, the measurement of gel fraction
Collect 0.2g pressure sensitive adhesive from the Polarizer prepared each embodiment and comparative example, and be deposited in 100g solvent (ethyl acetate).After 24 hours, use and be of a size of 200 object nets and will do not dissolve part (gel) and to filter out and the formula 1 be substituted into below carrys out calculated for gel mark by the amount of the gel obtained.Judgement criteria based on the gel fraction calculated is as follows.
[formula 1]
Gel fraction (%)=100 × by net filtration go out do not dissolve part weight (unit: g)/0.2
< judgement criteria >
A: gel fraction is more than 70% and lower than 80%
B: gel fraction is more than 60% and lower than 70%
C: gel fraction is lower than 60%
3, the evaluation of weather resistance
The Polarizer prepared in embodiment and comparative example is cut to the size of 180mm × 320mm (width × length) to prepare sample, and the sample obtained like this is affixed on 19 inches of business panels.Then, the panel with Polarizer is placed in and prepares test sample in autoclave (50 DEG C, 5atm) about 20 minutes.Test sample keeps 500 hours at 80 DEG C, observes generation and the stripping of bubble in this process, then based on the resistance to heat durability of standard evaluation below.In addition, test sample is kept 500 hours under the conditions of 60 DEG C and relative humidity 90%, observe in the generation of pressure sensitive adhesive interface bubble and stripping in this process, then also based on the water-fast weather resistance of standard evaluation below.
< judgement criteria >
A: do not observe bubble, stripping or tilting
B: observe bubble, stripping and/or tilting a little
C: observe bubble, stripping and/or tilting in a large number
4, bending evaluation
The Polarizer prepared in embodiment and comparative example is cut to 180mm × 320mm (width × length) size and affix to be of a size of 200mm × 400mm (width × length) glass substrate (0.7T) on, to mate with the centre portions of glass substrate, then in chamber at 60 DEG C aging 72 hours.Next, the glass substrate taken out in chamber is at room temperature kept 4 hours.Then, central position 4 as shown in Figure 1 and central position 5 are placed on dull and stereotyped upper and the terminal position 1 shown in survey sheet 1 and terminal position 8 and come based on the bending degree of standard evaluation below from the difference between the distance that flat board tilts.
< judgement criteria >
In A: Fig. 1, terminal position 1 and terminal position 8 are less than 3mm from the difference between the distance that flat board tilts
In B: Fig. 1, terminal position 1 and terminal position 8 are more than 3mm from the difference between the distance that flat board tilts and are less than 5mm
In C: Fig. 1, terminal position 1 and terminal position 8 are more than 5mm from the difference between the distance that flat board tilts
5, the measurement of acid number
Make the polymeric solution complete drying prepared in each preparation embodiment to form polymer samples, and in the solvent that mixes with the weight ratio of 1:1 at 50g toluene and 2-propyl alcohol of the sample dissolution that often kind of 0.5g is obtained.By appropriate amount comprise molecular weight be 72.06 acrylic acid phenolphthalein indicator join in above-mentioned solution, and under agitation by the alkaline solution (0.1M of preparation, KOH) dropwise join further in transparent sample solution, until arrival equivalent point, redden in the color of equivalent point sample solution.Then, when alkaline solution is dropwise joined in sample solution almost arrive equivalent point time, observe the colour-change that sample solution continues about 10 seconds, then measure the volume of the alkaline solution dropwise added before colour-change.Acid number is calculated by the formula substituted into below by measured volume.
[formula]
A＝(X×Y×72.06)/M
A: acid number (mgKOH/g)
The volumetric molar concentration (M) of X:KOH
Y: the volume (ml) dropwise joining the alkaline solution in sample
M: the weight (=0.5g) of polymer samples
6, the measurement of storage modulus
Advanced Rheometric Expansion System (ARES, by TA instrument manufacturing) is used to measure the storage modulus of the pressure sensitive adhesive prepared in embodiment and comparative example.Especially, crosslinked pressure sensitive adhesive is cut to diameter is 8mm, thickness is that 1mm is to prepare sample.Use parallel plate stationary installation to carry out frequency sweeping to the sample obtained under 10% strain and 0.1Hz to 500Hz frequency, and measure the storage modulus of the contact adhesive composition in embodiment and comparative example under 30 DEG C of conditions with 1rad/s.
7, the measurement of second-order transition temperature
Use differential scanning calorimeter (DSC, by TA instrument manufacturing), under the heating rate of 10 DEG C of per minutes, the sample of the polymeric solution prepared in each preparation embodiment of 5mg is carried out to the measurement (in the scope of-70 DEG C to 50 DEG C) of second-order transition temperature.
The preparation of preparation embodiment 1. polymeric solution A1
The monomer mixture be made up of using weight ratio 79:20:1 n-butyl acrylate (BA) (forming the homopolymer that second-order transition temperature is-45 DEG C), tert-butyl acrylate (t-BA) (forming the homopolymer that second-order transition temperature is 118 DEG C) and vinylformic acid-4-hydroxy butyl ester (HBA) (forming the homopolymer that second-order transition temperature is-80 DEG C) is added with the ethyl acetate as solvent and is configured with in the refrigerating unit of control temperature and the reactor of nitrogen reflux.Next, in order to remove oxygen from reactor, in reactor, blast nitrogen 1 hour and the Diisopropyl azodicarboxylate (AIBN) adding appropriate amount wherein as the reaction initiator of polymerization.After polymerization, with ethyl acetate (EAc) diluting reaction thing, thus to obtain weight-average molecular weight be about 1,800,000 and molecular weight distribution be about 3.8 polymeric solution A1.
The preparation of preparation embodiment 2 to 4. polymeric solution A2, B1 and B2
Except the type of monomer and ratio are according to except adjusting as shown in Table 1 below, prepare polymeric solution A2, B1 and B2 in the mode identical with preparation embodiment 1.
[table 1]
Embodiment 1
the preparation of coating solution (contact adhesive composition)
Based on the solid fraction of the polymeric solution A1 prepared in preparation embodiment 1 of 100 weight parts, by the linking agent (T-39M of 0.1 weight part, by Soken Chemical & Engineering Co., Ltd. prepare), and the catalyzer (DBTDL of 8ppm, dibutyl tin laurate) mixing in solvent (EAc, ethyl acetate), thus prepare coating solution (contact adhesive composition).
the preparation of pressure sensitive adhesive Polarizer
The coating solution prepared is placed on stripping polyethylene terephthalate (PET) film (MRF-38 that thickness is 38 μm, prepared by Mitsubishi Chemical Corporation) lift-off processing after surface on, and at 120 DEG C, store about 3 minutes with formed dry after the thickness coating that is about 23 μm.After drying, (laminar structure: TAC/PVA/TAC on wide viewing angle (WV) liquid crystal layer that the pressure sensitive adhesive layer that stripping film is formed is in turn laminated to Polarizer, TAC=triacetyl cellulose, PVA=polyvinyl alcohol polarizing coating), the coated on one side of this Polarizer has WV liquid crystal layer.Thus, the pressure sensitive adhesive Polarizer comprising Polarizer, pressure sensitive adhesive layer successively and peel off PET film is prepared.
Embodiment 2 to 3 and comparative example 1 to 5
Except the composition of various contact adhesive composition (coating solution) during preparation and ratio are according to except the carrying out shown in table 2 adjusts, prepare contact adhesive composition (coating solution) and tackiness agent Polarizer in the same manner as example 1 below.
[table 2]
As shown in table 3 according to the properties evaluations result of each embodiment and comparative example.
[table 3]
Claims (12)
1. a contact adhesive composition, comprising:
Pressure-sensitive adhesive polymers, this pressure-sensitive adhesive polymers comprises, the polymerized unit of the first monomer, this first monomer forms second-order transition temperature lower than the homopolymer of 0 DEG C, the polymerized unit of second comonomer, this second comonomer forms the homopolymer that second-order transition temperature is more than 0 DEG C, and the polymerized unit of cross-linking monomer, and this pressure-sensitive adhesive polymers has the acid number of below 1mgKOH/g; And
Crosslinking catalyst, the amount of this crosslinking catalyst is 1 to 40ppm.
2. contact adhesive composition according to claim 1, wherein, the second-order transition temperature of the homopolymer formed by described first monomer is-100 DEG C to-20 DEG C.
3. contact adhesive composition according to claim 1, wherein, the second-order transition temperature of the homopolymer formed by described second comonomer is 5 DEG C to 200 DEG C.
4. contact adhesive composition according to claim 1, wherein, described second comonomer is Acrylic Acid Monomer.
5. contact adhesive composition according to claim 1, wherein, described pressure-sensitive adhesive polymers comprises the polymerized unit of described first monomer of 60 to 95 weight parts, the polymerized unit of the described second comonomer of 1 to 40 weight part, and the polymerized unit of the described cross-linking monomer of 0.1 to 10 weight part.
6. contact adhesive composition according to claim 1, wherein, under the state forming crosslinking structure, the second-order transition temperature of described contact adhesive composition is-50 DEG C to 50 DEG C.
7. contact adhesive composition according to claim 1, wherein, under the state forming crosslinking structure, the storage modulus of described contact adhesive composition under 30 DEG C and 1rad/sec is 0.01Mpa to 0.5MPa.
8. contact adhesive composition according to claim 1, relative to the described pressure-sensitive adhesive polymers of 100 weight parts, also comprises the linking agent of 0.01 to 10 weight part.
9. contact adhesive composition according to claim 1, wherein, described crosslinking catalyst comprises and is selected from trialkyl amido alkyl ethanol amine, N, N, N', the aminated compounds of N'-tetraalkyl n-hexyl diamines, trialkylamine and imidazoles, and at least one comprised in cobalt naphthenate, oxalic acid dialkyl tin, diacetylacetonate dialkyl tin, the four-organometallic compound of positive dialkyl tin, trialkyltin hydroxide and tin dilaurate dialkyl tin and their combination.
10. a pressure sensitive adhesive optical laminate, comprising:
Blooming, and
Pressure sensitive adhesive layer, this pressure sensitive adhesive layer is formed on a face or two faces of described blooming, and comprises crosslinked contact adhesive composition according to claim 1.
11. 1 kinds of pressure sensitive adhesive Polarizers, comprising:
Polarizing coating, and
Pressure sensitive adhesive layer, this pressure sensitive adhesive layer is formed on a face or two faces of described polarizing coating, and comprises crosslinked contact adhesive composition according to claim 1.
12. 1 kinds of display unit, this display unit comprises optical laminate according to claim 10 or Polarizer according to claim 11.
Applications Claiming Priority (3)
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| KR10-2013-0070634 | 2013-06-19 | ||
| KR20130070634 | 2013-06-19 | ||
| PCT/KR2014/005380 WO2014204217A1 (en) | 2013-06-19 | 2014-06-18 | Adhesive composition |
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| CN104884557A true CN104884557A (en) | 2015-09-02 |
| CN104884557B CN104884557B (en) | 2017-02-15 |
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| US (2) | US9758705B2 (en) |
| EP (1) | EP2930218B1 (en) |
| JP (1) | JP5999272B2 (en) |
| KR (1) | KR101574018B1 (en) |
| CN (1) | CN104884557B (en) |
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| WO (1) | WO2014204217A1 (en) |
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| CN110862789A (en) * | 2019-10-25 | 2020-03-06 | 昆山之奇美材料科技有限公司 | Pressure-sensitive adhesive for polarizing plate, polarizing plate and liquid crystal display |
| CN111837072A (en) * | 2018-06-22 | 2020-10-27 | 株式会社Lg化学 | Method for determining whether adhesive leaks from polarizing plate or degree of leakage of adhesive |
| CN111944434A (en) * | 2020-07-22 | 2020-11-17 | 昆山之奇美材料科技有限公司 | Acrylic resin pressure-sensitive adhesive, polarizing plate and preparation method |
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| KR102513848B1 (en) * | 2020-07-02 | 2023-03-27 | 주식회사 엘지화학 | Pressure sensitive adhesive and liquid crystal cell |
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| CN109642129A (en) * | 2016-08-15 | 2019-04-16 | 日东电工株式会社 | Flexible device used for image display adhesive phase, flexible device used for image display laminated body and flexible image display device |
| CN114525090A (en) * | 2016-08-15 | 2022-05-24 | 日东电工株式会社 | Adhesive layer for flexible image display device, laminate for flexible image display device, and flexible image display device |
| CN114539945A (en) * | 2016-08-15 | 2022-05-27 | 日东电工株式会社 | Adhesive layer for flexible image display device, laminate for flexible image display device, and flexible image display device |
| CN111837072A (en) * | 2018-06-22 | 2020-10-27 | 株式会社Lg化学 | Method for determining whether adhesive leaks from polarizing plate or degree of leakage of adhesive |
| CN111837072B (en) * | 2018-06-22 | 2023-02-21 | 杉金光电(苏州)有限公司 | Method for determining leakage of adhesive from polarizing plate or leakage degree of adhesive |
| CN110862789A (en) * | 2019-10-25 | 2020-03-06 | 昆山之奇美材料科技有限公司 | Pressure-sensitive adhesive for polarizing plate, polarizing plate and liquid crystal display |
| CN111944434A (en) * | 2020-07-22 | 2020-11-17 | 昆山之奇美材料科技有限公司 | Acrylic resin pressure-sensitive adhesive, polarizing plate and preparation method |
Also Published As
| Publication number | Publication date |
|---|---|
| US20170327718A1 (en) | 2017-11-16 |
| US20160264828A1 (en) | 2016-09-15 |
| CN104884557B (en) | 2017-02-15 |
| US10023772B2 (en) | 2018-07-17 |
| WO2014204217A1 (en) | 2014-12-24 |
| US9758705B2 (en) | 2017-09-12 |
| KR101574018B1 (en) | 2015-12-02 |
| JP5999272B2 (en) | 2016-09-28 |
| TW201512359A (en) | 2015-04-01 |
| JP2015536370A (en) | 2015-12-21 |
| KR20140147726A (en) | 2014-12-30 |
| EP2930218B1 (en) | 2019-10-16 |
| EP2930218A1 (en) | 2015-10-14 |
| EP2930218A4 (en) | 2016-08-03 |
| TWI588232B (en) | 2017-06-21 |
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